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Compounds

COMPOUND NPA017073

STRUCTURE
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PROPERTIES
NPAID NPA017073
CLUSTER ID 4827
NODE ID 3488
NAME SB-203207
FORMULA C19H31N5O8S
MOLECULAR WEIGHT (Da) 489.5510
ACCURATE MASS (Da) 489.1893
ORIGIN ORGANISM TYPE Bacterium
ORIGIN GENUS Streptomyces
ORIGIN SPECIES sp NCIMB 40513
InChIKey HDXFGBFIEQUETL-IVWWPFAYSA-N
InChI InChI=1S/C19H31N5O8S/c1-4-9(2)15(20)17(28)23-33(31,32)8-14(26)22-19(18(29)30)12-7-24(3)6-11(16(21)27)10(12)5-13(19)25/h6,9-10,12-13,15,25H,4-5,7-8,20H2,1-3H3,(H2,21,27)(H,22,26)(H,23,28)(H,29,30)/t9-,10-,12+,13-,15-,19+/m0/s1
SMILES CC[C@H](C)[C@@H](C(=O)NS(=O)(=O)CC(=O)N[C@]1([C@H](C[C@@H]2[C@H]1CN(C=C2C(=O)N)C)O)C(=O)O)N
ORIGINAL ISOLATION REFERENCE
CITATION Houge-Frydrych, Catherine S.V.; Gilpin, Martin L.; Skett, Peter W.; Tyler, John W. SB-203207 and SB-203208, two novel isoleucyl tRNA synthetase inhibitors from a Streptomyces sp. II. Structure determination Journal of Antibiotics 2000 53 (4) 364-372.
DOI 10.7164/antibiotics.53.364 PMID 10866218
ORIGINAL ISOLATION TAXONOMY
RANK NAME DB LINK NCBI
Domain Bacteria LPSN 2
Phylum Actinobacteria LPSN 201174
Class Actinobacteria LPSN -
Order Streptomycetales LPSN 85011
Family Streptomycetaceae LPSN 2062
Genus Streptomyces LPSN 1883
SYNTHESES
CITATION 1 Hirooka Y; Ikeuchi K; Kawamoto Y; Akao Y; Furuta T; Asakawa T; Inai M; Wakimoto T; Fukuyama T; Kan T Enantioselective synthesis of SB-203207. Organic Letters 2014 16 (6) 1646-1649. DOI: 10.1021/ol5002973 PMID: 24601822
CITATION 2 Crasto CF; Forrest AK; Karoli T; March DR; Mensah L; O'Hanlon PJ; Nairn MR; Oldham MD; Yue W; Banwell MG; Easton CJ Synthesis and activity of analogues of the isoleucyl tRNA synthetase inhibitor SB-203207. Bioorganic and Medicinal Chemistry 2003 11 (13) 2687-94. DOI: 10.1016/s0968-0896(03)00237-2 PMID: 12788342
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